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AR064356A1 - TRPV1 BENZOIMIDAZOLIC INHIBITORS - Google Patents

TRPV1 BENZOIMIDAZOLIC INHIBITORS

Info

Publication number
AR064356A1
AR064356A1 ARP070105626A ARP070105626A AR064356A1 AR 064356 A1 AR064356 A1 AR 064356A1 AR P070105626 A ARP070105626 A AR P070105626A AR P070105626 A ARP070105626 A AR P070105626A AR 064356 A1 AR064356 A1 AR 064356A1
Authority
AR
Argentina
Prior art keywords
alkyl
alkoxy
2amino
cycloalkyl
group
Prior art date
Application number
ARP070105626A
Other languages
Spanish (es)
Original Assignee
Janssen Pharmaceutica Nv
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=39536675&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=AR064356(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Janssen Pharmaceutica Nv filed Critical Janssen Pharmaceutica Nv
Publication of AR064356A1 publication Critical patent/AR064356A1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D235/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/06Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
    • C07D235/12Radicals substituted by oxygen atoms
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/48Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/501,3-Diazoles; Hydrogenated 1,3-diazoles
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/4151,2-Diazoles
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P17/00Drugs for dermatological disorders
    • A61P17/02Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/04Centrally acting analgesics, e.g. opioids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D235/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/06Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D235/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/06Benzimidazoles; Hydrogenated benzimidazoles with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached in position 2
    • C07D235/14Radicals substituted by nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D235/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/24Benzimidazoles; Hydrogenated benzimidazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
    • C07D235/26Oxygen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D235/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/24Benzimidazoles; Hydrogenated benzimidazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
    • C07D235/30Nitrogen atoms not forming part of a nitro radical
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/12Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pain & Pain Management (AREA)
  • Biomedical Technology (AREA)
  • Pest Control & Pesticides (AREA)
  • Neurosurgery (AREA)
  • Rheumatology (AREA)
  • Dermatology (AREA)
  • Epidemiology (AREA)
  • Agronomy & Crop Science (AREA)
  • Neurology (AREA)
  • Plant Pathology (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

Reivindicacion 1: Un compuesto de formula (1), y una de sus formas, en los cuales: las líneas punteadas entre las posiciones 1, 2 y 3 en la formula (1) indican las posiciones de un doble enlace tautomérico, en los cuales cuando se forma un doble enlace entre las posiciones 1 y 2, entonces R3b está presente, y en los cuales, cuando se forma un doble enlace entre las posiciones 2 y 3, entonces R3a está presente; p es 0, 1 o 2; q es 0, 1 o 2; r es 0, 1, 2 o 3; L es -X-alquilo C1-3- o -alquilo C1-3-Y-, donde cada caso del alquilo está perfluorado en forma opcional; X e Y son cada uno O, S, SO, SO2 o NR6; A1 se selecciona del grupo formado por indanilo, 1,2,3,4-tetrahidro-naftalenilo, fenilo, naftilo, benzo[1,3]dioxolilo, piridinilo y quinolinilo; R1 es hidrogeno, hidroxi, halogeno, alquilo C1-6, alcoxi C1-6, alquiltio C1-6, alquilsulfonilo C1-6, cicloalquilo C3-8, cicloalquil C3-8-alquilo C1-4, cicloalquil C3-8-alcoxi C1-4, cicloalquiloxi C3-8, amino, (alquil C1-6)1-2amino, (cicloalquil C3-8)1-2amino, (cicloalquil C3-8-alquil C1-4)1-2amino, ciano, alquilcarbonilo C1-6, alcoxicarbonilo C1-6, aminocarbonilo, (alquil C1-6)1-2aminocarbonilo, alquilcarbonilamino C1-6, aminocarbonil-alquilo C1-6, (alquil C16)1-2aminocarbonil- alquilo C1-6, alcoxi C1-6-aminocarbonil-alquilo C1-6, alcoxicarbonilamino C1-6, aminocarbonilamino, (alquil C1-6)1-2aminocarbonilamino, alquilsulfonilamino C1-6, aminosulfonilo o (alquil C1-4)1-2aminosulfonilo, donde cada caso del alquilo está sustituido en forma opcional con uno, dos o tres sustituyentes seleccionados en forma independiente del grupo formado por alcoxi C1-8, amino, (alquil C1-4)1-2amino, alquilcarbonilamino C1-6, alcoxicarbonilamino C1-6, aminocarbonilamino, (alquil C1- 6)1-2aminocarbonilamino, alquilsulfonilamino C1-6, halogeno, oxo e hidroxi, y en los cuales, cada caso del alquilo y el alcoxi está perfluorado en forma opcional; R2 se selecciona, cada uno, del grupo que consiste en halogeno, alquilo C1-4, alcoxi C1-4, alquilsulfonilo C1-4, nitro, (alquil C1-4)1-2amino y ciano, donde cada caso del alquilo y alcoxi está perfluorado en forma opcional; R3a y R3b se seleccionan, cada uno, del grupo que consiste en hidrogeno y alquilo C1-4; R4 es cada uno halogeno, nitro, ciano, alquilo C1-6, alcoxi C1-6, haloalquilo C1-6, haloalcoxi C1-6, alcoxi C1-6-alquilo C1-6, alquiltio C1-6, haloalquiltio C1-6, alquilsulfonilo C1-6, haloalquilsulfonilo C1-6, cicloalquilo C3-8, cicloalquil C3-8-alquilo C1-4, cicloalquil C3-8-alcoxi C1-4, cicloalquiloxi C3-8-, amino, (alquil C1-6)1-2amino, (cicloalquil C3-8)1-2amino, (cicloalquil C3-8-alquil C1-4)1-2amino, ciano, alquilcarbonilo C1-6, alcoxicarbonilo C1-6, alcoxicarbonil C1-6-alquilo C1-6, aminocarbonilo, (alquil C1-6)1-2aminocarbonilo, alquilcarbonilamino C1-6, alcoxicarbonilamino C1-6, aminocarbonilamino, (alquil C1-6)1-2aminocarboniIamino, alquilsulfonilamino C1-6, aminosulfonilo o (alquil C1-4)1-2aminosulfonilo, donde cada caso del alquilo y alcoxi está perfluorado en forma opcional; R5 se selecciona del grupo formado por halogeno, hidroxi, alquilo C1-4, haloalquilo C1-4, hidroxialquilo C1-4, alcoxi C1-4, alquilsulfonilo C1-4, nitro, alquilcarbonilo C1-6, alcoxicarbonilo C1-6, amino, (alquil C1-4)1-2amino, alquilcarbonilamino C1-6, alquilsulfonilamino C1-6, aminosulfonilo, (alquil C1-6)1-2aminosulfonilo y ciano, donde cada caso del alquilo y alcoxi está perfluorado en forma opcional; y R6 es un sustituyente seleccionado del grupo que consiste en hidrogeno y alquilo C1-4 perfluorado en forma opcional.Claim 1: A compound of formula (1), and one of its forms, in which: the dashed lines between positions 1, 2 and 3 in formula (1) indicate the positions of a tautomeric double bond, in which when a double bond is formed between positions 1 and 2, then R3b is present, and in which, when a double bond is formed between positions 2 and 3, then R3a is present; p is 0, 1 or 2; q is 0, 1 or 2; r is 0, 1, 2 or 3; L is -X-C1-3alkyl- or -C1-3alkyl-, where each case of the alkyl is optionally perfluorinated; X and Y are each O, S, SO, SO2 or NR6; A1 is selected from the group consisting of indanyl, 1,2,3,4-tetrahydro-naphthalenyl, phenyl, naphthyl, benzo [1,3] dioxolyl, pyridinyl and quinolinyl; R 1 is hydrogen, hydroxy, halogen, C 1-6 alkyl, C 1-6 alkoxy, C 1-6 alkylthio, C 1-6 alkylsulfonyl, C 3-8 cycloalkyl, C 3-8 cycloalkyl-C 1-4 alkyl, C 3-8 cycloalkyl -4, C3-8 cycloalkyloxy, amino, (C1-6 alkyl) 1-2amino, (C3-8 cycloalkyl) 1-2amino, (C3-8 cycloalkyl-C1-4 alkyl) 1-2amino, cyano, C1- alkylcarbonyl 6, C1-6 alkoxycarbonyl, aminocarbonyl, (C1-6 alkyl) 1-2aminocarbonyl, C1-6 alkylcarbonylamino, C1-6 alkylcarbonyl, (C16 alkyl) 1-2aminocarbonyl- C1-6 alkyl, C1-6 alkoxycarbonyl - C1-6 alkyl, C1-6 alkoxycarbonylamino, aminocarbonylamino, (C1-6 alkyl) 1-2aminocarbonylamino, C1-6 alkylsulfonylamino, aminosulfonyl or (C1-4 alkyl) 1-2aminosulfonyl, where each case of the alkyl is optionally substituted with one, two or three substituents independently selected from the group consisting of C1-8 alkoxy, amino, (C1-4 alkyl) 1-2amino, C1-6 alkylcarbonylamino, C1-6 alkoxycarbonylamino, aminocarbonylamino, (C1-6 alkyl) 1-2 aminocarbonylamino , C1-6 alkylsulfonylamino, halogen, oxo and hydroxy, and in which, each case of the alkyl and the alkoxy is optionally perfluorinated; R2 is each selected from the group consisting of halogen, C1-4 alkyl, C1-4 alkoxy, C1-4 alkylsulfonyl, nitro, (C1-4 alkyl) 1-2amino and cyano, where each case of the alkyl and alkoxy is optionally perfluorinated; R3a and R3b are each selected from the group consisting of hydrogen and C1-4 alkyl; R4 is each halogen, nitro, cyano, C1-6 alkyl, C1-6 alkoxy, C1-6 haloalkyl, C1-6 haloalkoxy, C1-6 alkoxy-C1-6 alkyl, C1-6 alkylthio, C1-6 haloalkyl, C 1-6 alkylsulfonyl, C 1-6 haloalkylsulfonyl, C 3-8 cycloalkyl, C 3-8 cycloalkyl, C 3-8 cycloalkyl-C 1-4 alkoxy, C 3-8 cycloalkyloxy, amino, (C 1-6 alkyl) 1 -2amino, (C3-8 cycloalkyl) 1-2amino, (C3-8 cycloalkylC 1-4 alkyl) 1-2amino, cyano, C1-6 alkylcarbonyl, C1-6 alkoxycarbonyl, C1-6 alkoxycarbonyl, C1-6 alkyl, aminocarbonyl, (C1-6 alkyl) 1-2aminocarbonyl, C1-6 alkylcarbonylamino, C1-6 alkoxycarbonylamino, aminocarbonylamino, (C1-6 alkyl) 1-2aminocarbonylamino, C1-6 alkylsulfonylamino, aminosulfonyl or (C1-4 alkyl) 1-2aminosulfonyl , where each case of the alkyl and alkoxy is optionally perfluorinated; R5 is selected from the group consisting of halogen, hydroxy, C1-4 alkyl, C1-4 haloalkyl, C1-4 hydroxyalkyl, C1-4 alkoxy, C1-4 alkylsulfonyl, nitro, C1-6 alkylcarbonyl, C1-6 alkoxycarbonyl, amino, (C1-4 alkyl) 1-2amino, C1-6 alkylcarbonylamino, C1-6 alkylsulfonylamino, aminosulfonyl, (C1-6 alkyl) 1-2aminosulfonyl and cyano, where each case of the alkyl and alkoxy is optionally perfluorinated; and R6 is a substituent selected from the group consisting of hydrogen and optionally perfluorinated C1-4 alkyl.

ARP070105626A 2006-12-15 2007-12-14 TRPV1 BENZOIMIDAZOLIC INHIBITORS AR064356A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US87021206P 2006-12-15 2006-12-15

Publications (1)

Publication Number Publication Date
AR064356A1 true AR064356A1 (en) 2009-04-01

Family

ID=39536675

Family Applications (1)

Application Number Title Priority Date Filing Date
ARP070105626A AR064356A1 (en) 2006-12-15 2007-12-14 TRPV1 BENZOIMIDAZOLIC INHIBITORS

Country Status (17)

Country Link
US (1) US7612211B2 (en)
EP (1) EP2124563B1 (en)
JP (1) JP5746471B2 (en)
KR (1) KR101503286B1 (en)
AR (1) AR064356A1 (en)
AU (1) AU2007333990A1 (en)
BR (1) BRPI0721169A2 (en)
CA (1) CA2672856C (en)
CL (1) CL2007003636A1 (en)
ES (1) ES2551709T3 (en)
MX (1) MX2009006473A (en)
NZ (1) NZ598485A (en)
PE (1) PE20081383A1 (en)
TW (1) TWI425943B (en)
UY (1) UY30787A1 (en)
WO (1) WO2008076752A1 (en)
ZA (1) ZA200904920B (en)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7951829B2 (en) * 2006-05-03 2011-05-31 Janssen Pharmaceutica Nv Benzimidazole modulators of VR1
US20100144717A1 (en) * 2006-12-15 2010-06-10 Janelle Comita-Prevoir 2-quinolinone and 2-quinoxalinone-derivatives and their use as antibacterial agents
CN101868443A (en) 2007-09-20 2010-10-20 特拉维夫大学拉莫特有限公司 N-phenylanthranilic acid derivatives and uses thereof
US8217060B2 (en) 2009-05-15 2012-07-10 Janssen Pharmaceutica, Nv Benzimidazole derivatives useful as TRP M8 receptor modulators
EP2390245A1 (en) * 2010-05-26 2011-11-30 Nabriva Therapeutics AG Enantiomerically pure amines
EP3009427B1 (en) 2011-03-03 2019-12-18 Zalicus Pharmaceuticals Ltd. Benzimidazole inhibitors of the sodium channel
JP6311603B2 (en) * 2012-06-22 2018-04-18 住友化学株式会社 Fused heterocyclic compounds
EP2700431A1 (en) 2012-08-24 2014-02-26 AnalytiCon Discovery GmbH Plant extracts for modulating TRPV1 function
LT6064B (en) 2012-10-15 2014-08-25 Vilniaus Universitetas Fluorinated benzenesulfonamides as inhibitors of carbonic anhydrase
EP4483953A3 (en) 2016-12-02 2025-03-19 Symrise AG Cosmetic blends
CA3077659A1 (en) 2017-10-09 2019-04-18 Ramot At Tel-Aviv University Ltd. Modulators of potassium ion and trpv1 channels and uses thereof

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US3182070A (en) * 1962-05-24 1965-05-04 Dow Chemical Co Benzimidazole compounds
FR2766822B1 (en) * 1997-07-30 2001-02-23 Adir NOVEL DERIVATIVES OF BENZIMIDAZOLE, BENZOXAZOLE AND BENZOTHIAZOLE, PROCESS FOR THEIR PREPARATION AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
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US7951829B2 (en) 2006-05-03 2011-05-31 Janssen Pharmaceutica Nv Benzimidazole modulators of VR1

Also Published As

Publication number Publication date
BRPI0721169A2 (en) 2014-03-18
TW200843747A (en) 2008-11-16
NZ598485A (en) 2013-08-30
UY30787A1 (en) 2008-07-03
CA2672856C (en) 2016-02-02
ES2551709T3 (en) 2015-11-23
KR101503286B1 (en) 2015-03-17
EP2124563A1 (en) 2009-12-02
PE20081383A1 (en) 2008-09-18
ZA200904920B (en) 2010-09-29
US20080146637A1 (en) 2008-06-19
KR20090090386A (en) 2009-08-25
CA2672856A1 (en) 2008-06-26
CL2007003636A1 (en) 2008-06-20
EP2124563B1 (en) 2015-07-29
JP2010513298A (en) 2010-04-30
WO2008076752A1 (en) 2008-06-26
JP5746471B2 (en) 2015-07-08
MX2009006473A (en) 2009-08-25
EP2124563A4 (en) 2011-04-20
US7612211B2 (en) 2009-11-03
AU2007333990A1 (en) 2008-06-26
TWI425943B (en) 2014-02-11

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